Ipod having trouble syncing music

I used to have all my music onto my ipod until when i synced it to add more music it said that the folder couldn't be found and it erased all of my music from my ipod. Since then I havent been able to sync more then 100 songs before it says the same error message and again deletes all my music from my ipod. I have restored my ipod about 5 or 6 times and it still does the same thing. Any ideas to what the problem could be?

Hard to gues as you do not mention your issue.
What "trouble" are you having?

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